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Properties of substance:

6-azoniaspiro[5.5]undecane bromide



skc-file

Group of substances:

organic

Physical appearance:

colorless crystals

Empirical formula (Hill's system for organic substances):

C10H20BrN

Structural formula as text:

(CH2)5N(CH2)5Br

Molar/atomic mass: 234.1765

Melting point (°C):

322

Solubility (g/100 g of solvent):

ethanol: 15.2 (20°C) [Ref.]
ethanol: 53.3 (78°C) [Ref.]
methanol: 45.6 (20°C) [Ref.]
methanol: 146.7 (64°C) [Ref.]

Synthesis 1:

Reference: ARKIVOC. - 2002. - Part III pp. 68 [doi: 10.3998/ark.5550190.0003.306]

A mixture of 1,5-dibromopentane (23 g, 0.1 mol) and NaOH (4.0 g, 0.1 mol) in water (100 cm3 ) was heated under reflux while piperidine (8.5 g, 0.1 mol) was added dropwise over 30 min. After heating for a further 30 min, the mixture was cooled and an ice-cold soution of NaOH (20 g) in water (50 cm3) was added. Partial evaporation of the resulting solution gave a colourless solid which was filtered off and recrystallised from ethanol to give the product (16.0 g, 68%) as colourless crystals, mp 322° C(lit.,2 311–312° C); ?H 3.37 (8 H, t, J 7), 1.85 (8 H, m) and 1.65 (4 H, quintet, J 7); ?C 62.1 (NCH2), 23.8 (NCH2CH2CH2) and 21.6 (NCH2CH2).

References:

  1. ARKIVOC. - 2002. - Part III. - pp. 68 [DOI: 10.3998/ark.5550190.0003.306]
  2. Beilsteins Handbuch der Organischen Chemie. - Vierte Auflage, 20 Band, 3-4 Erganzungswerk, 3 Teil. - Springer-Verlag Berlin, Heidelberg, New York, 1978. - pp. 2040
  3. Beilsteins Handbuch der Organischen Chemie. - Vierte Auflage, 20 Band. - Berlin: Verlag von Julius Springer, 1935. - pp. 29-30

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru